CA2129986A1 - Amphiphile nucleosidphosphatanaloga - Google Patents
Amphiphile nucleosidphosphatanalogaInfo
- Publication number
- CA2129986A1 CA2129986A1 CA002129986A CA2129986A CA2129986A1 CA 2129986 A1 CA2129986 A1 CA 2129986A1 CA 002129986 A CA002129986 A CA 002129986A CA 2129986 A CA2129986 A CA 2129986A CA 2129986 A1 CA2129986 A1 CA 2129986A1
- Authority
- CA
- Canada
- Prior art keywords
- formula
- radical
- stands
- hydroxyl
- branched
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
Abstract
The present invention relates to amphiphilic nucleosidephosphate analogues of Formula I
(See formula I) wherein R1 stands for a hydroxyl-, amino-, acylated, or alkylized amino group or one substituted by polyoxyethylene, whose acyl- or alkyl rest is linear or branched, have 1 to 24 C-atoms and up to 2 double bonds, and which can be substituted by an aromatic radicals R2 stands for H, F, a 2-bromvinyl radical or a linear or branched C1-C24 alkyl radical;
R3 and R4 are identical or different and stand for H, hydroxyl, halogen and azido;
R5 is a nucleoside radical of Formula II
(See formula II) that is connected through R8, R9, or R10 to the nucleotide of Formula I. R5 can also stand for OH.
A procedure for producing these, and pharmaceutical means are also described.
(See formula I) wherein R1 stands for a hydroxyl-, amino-, acylated, or alkylized amino group or one substituted by polyoxyethylene, whose acyl- or alkyl rest is linear or branched, have 1 to 24 C-atoms and up to 2 double bonds, and which can be substituted by an aromatic radicals R2 stands for H, F, a 2-bromvinyl radical or a linear or branched C1-C24 alkyl radical;
R3 and R4 are identical or different and stand for H, hydroxyl, halogen and azido;
R5 is a nucleoside radical of Formula II
(See formula II) that is connected through R8, R9, or R10 to the nucleotide of Formula I. R5 can also stand for OH.
A procedure for producing these, and pharmaceutical means are also described.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4204211.9 | 1992-02-13 | ||
DE19924204211 DE4204211A1 (en) | 1992-02-13 | 1992-02-13 | New azido-thymidine derivs. - are AZT pro-drugs used as antiviral agents, esp. against AIDS, and to treat cancer |
DEP4224878.7 | 1992-07-28 | ||
DE19924224878 DE4224878A1 (en) | 1992-07-28 | 1992-07-28 | Amphiphilic nucleoside phosphate analogues |
PCT/EP1993/000346 WO1993016093A1 (en) | 1992-02-13 | 1993-02-12 | Amphiphilic nucleoside phosphate analogs |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2129986A1 true CA2129986A1 (en) | 1993-08-14 |
CA2129986C CA2129986C (en) | 2003-12-09 |
Family
ID=25911795
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002129986A Expired - Fee Related CA2129986C (en) | 1992-02-13 | 1993-02-12 | Amphiphile nucleosidphosphatanaloga |
Country Status (6)
Country | Link |
---|---|
US (1) | US5679652A (en) |
EP (1) | EP0642527B1 (en) |
AT (1) | ATE132873T1 (en) |
CA (1) | CA2129986C (en) |
DE (1) | DE59301421D1 (en) |
WO (1) | WO1993016093A1 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9608180D0 (en) * | 1996-04-19 | 1996-06-26 | Cancer Res Campaign Tech | Phosphate analogues |
DE19855963A1 (en) | 1998-12-04 | 2000-06-08 | Herbert Schott | Amphiphilic glyceryl nucleotides, process for their preparation and their use |
DE10228059B4 (en) * | 2002-06-19 | 2005-12-29 | Eberhard-Karls-Universität Tübingen | Use of amphiphilic nucleoside-phosphonoformic acid derivatives for the treatment of viral infectious diseases |
CN1304408C (en) * | 2004-03-04 | 2007-03-14 | 清华大学 | Derivative of vibothymidine and its preparation process and application |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0375183A1 (en) * | 1988-12-05 | 1990-06-27 | Schering Corporation | Antiviral dimers and trimers |
NZ233197A (en) * | 1989-04-13 | 1991-11-26 | Richard Thomas Walker | Aromatically substituted nucleotide derivatives, intermediates therefor and pharmaceutical compositions |
-
1993
- 1993-02-12 EP EP93905240A patent/EP0642527B1/en not_active Expired - Lifetime
- 1993-02-12 US US08/284,683 patent/US5679652A/en not_active Expired - Fee Related
- 1993-02-12 DE DE59301421T patent/DE59301421D1/en not_active Expired - Fee Related
- 1993-02-12 CA CA002129986A patent/CA2129986C/en not_active Expired - Fee Related
- 1993-02-12 WO PCT/EP1993/000346 patent/WO1993016093A1/en active IP Right Grant
- 1993-02-12 AT AT93905240T patent/ATE132873T1/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
EP0642527B1 (en) | 1996-01-10 |
DE59301421D1 (en) | 1996-02-22 |
ATE132873T1 (en) | 1996-01-15 |
US5679652A (en) | 1997-10-21 |
WO1993016093A1 (en) | 1993-08-19 |
CA2129986C (en) | 2003-12-09 |
EP0642527A1 (en) | 1995-03-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |